Castleton Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Mick Garratt

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Castleton Holiday

Our pick of the best Castleton Hotel Deals

Royal Whitby

Royal Whitby

3 out of 5
West Cliff Whitby England
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 12 July to 13 July
NZ$233
12 July - 13 July
includes taxes & fees
8.4/10 Very good! (1,466 reviews)
"Love the Royal Hotel. The renovations look great & the family room just perfect for us. Fantastic breakfast. Staff very helpful. We will be back to stay again."

Reviewed on 7 July 2026

Royal Whitby
Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

4 out of 5
Fry Street Middlesbrough England
Fully refundableReserve now, pay when you stay
The price is NZ$157 per night from 19 July to 20 July
NZ$157
19 July - 20 July
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Hidden cost of car park pay on checking out nothing about when booking and always full, The young, tall receptionist of Indian origin was burping behind the front desk as we walked in and didn’t even apologise. Overall, this wasn’t the best hotel and the service wasn’t great either. The female receptionists ..."

Reviewed on 6 July 2026

Leonardo Hotel Middlesbrough
Holiday Inn Express Middlesbrough - Centre Square by IHG

Holiday Inn Express Middlesbrough - Centre Square by IHG

3 out of 5
93-127 Albert Road Middlesbrough England
Fully refundable
The price is NZ$158 per night from 26 July to 27 July
NZ$158
26 July - 27 July
includes taxes & fees
8.8/10 Excellent! (953 reviews)
"Nice central location, polite attentive staff and clean, quiet rooms- all at a competitive rate"

Reviewed on 1 July 2026

Holiday Inn Express Middlesbrough - Centre Square by IHG
See all 4,546 properties in Castleton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Castleton

The Black Widow - Dark Tales around Scarborough

The Black Widow - Dark Tales of murder, crime and the paranormal

NZ$23
per adult
The Black Widow - Dark Tales of murder, crime and the paranormal
North Yorkshire Forestry Trail eBike Adventure

North Yorkshire Forestry Trail eBike Adventure

NZ$234
per adult
North Yorkshire Forestry Trail eBike Adventure
See all activities in Castleton

Frequently asked questions

How much does a Castleton holiday package cost?
You'll find cheap prices on Expedia for your Castleton escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Castleton costs.
What are the cheapest months to go to Castleton?
January, February and November are great times to look for cheap Castleton holiday packages. Opting to travel in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Castleton?
With a well-planned itinerary, you can easily hit the main Castleton sights in a few days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Castleton holiday for longer.
How to find the best Castleton package deals?
Use Expedia's handy filters to help you find some terrific Castleton package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Castleton package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Castleton holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a customised Castleton holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Castleton?
Land fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Castleton break.
How to plan a trip to Castleton?

  1. Pick your travel dates: The things you plan to do in Castleton and your preferred season will help you decide when to travel.
  2. Set your budget: Consider costs like flights, transportation and food when working out how much to put aside for your trip to Castleton. Then, pick a hotel that matches your budget, whether that's an economical option or a swankier getaway.
  3. Work out your trip length: Think about how much time you want to spend discovering Castleton. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Castleton holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.